Hydrochloric Acid → HCID 15441353, compound

HRID 554519Notes

Reaction equation

HRID 554519 reaction equation
C([O:8][C:9]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH:16]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)O)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-]>[CH3:25][O:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:16][C:10]2[CH:11]=[CH:12][CH:13]=[C:14]([CH3:15])[C:9]=2[OH:8])=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67460492HCID 67460492, compound

Product 1

HCID 15441353HCID 15441353, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2-benzyloxy-3-methylphenyl)-(4-methoxyphenyl)-methanol (2.76 g, 8.25 mmol) in methanol (30 ml), a 20% palladium hydroxide catalyst (276 mg) was added and furthermore concentrated hydrochloric acid (0.27 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 18 hours, and then the catalyst was filtered off. The solvent was distilled under reduced pressure, and the obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:4)] to obtain the title compound (1.75 g, 93%).

Workup

  1. filtrationthe catalyst was filtered off
  2. distillationThe solvent was distilled under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:4)]

Sources & evidence

ORD record
ord-590b805ce8664bd2add5fdfde2e1daa8
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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